Holiday houses in Greenup County

Relax @ Rivertime w/a River & Bridge view + HotTub

RIVERTIME is a riverfront experience on the bank of the Ohio. The views are magical & soothing to the soul. Make your way into the backyard & you will quickly forget that you are in an Eastern KY residential area. It’s often stated by our guests that the view rivals some of the top landscapes & city skyline from around the world. You can walk to downtown Russell & enjoy shopping, great food & tasty drinks. While only located a few mins from Ashland KY, Ironton OH & 20 mins to Huntington WV.

Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More

Welcome to Pink Dreams Cottage – a one-of-a-kind, fully renovated pink paradise! This gorgeous cottage was lovingly transformed by a father & daughter duo from an abandoned house to a picturesque pink cottage that’s perfect for your next getaway. Whether it’s a special occasion, a girls weekend, a romantic getaway, or a creative escape, this is the perfect place to make memories that will last a lifetime. Come experience the magic of Pink Dreams Cottage and make your pink dreams come true!

Cozy, newly remodeled, extra large 2 bdrm basement

Beautiful home in a very nice, quiet neighborhood. Close to downtown Ashland (3 miles) and I-64 (5 miles). This is a full size newly remodeled basement with it's own outside entrance. Great host and great setting. Access to the beautiful back yard, kids gym, gazebo, firepit, grill and covered patio. The basement has large windows in the bedrooms and queen beds. Located 8 minutes from King’s Daughters Hospital and 30 minutes from Huntington, WV hospitals. Long term travel workers welcome.

Greenbo Lake Cabins-Deer Haven

Welcome! Take it easy at this unique and tranquil getaway. Private country setting, located next to Greenbo Lake State Park, where you can take advantage of many outdoor activities including hiking, boating, fishing and swimming. Nearby entertainment facilities: Riverbend Golf Course, Paramount Arts Center, Portsmouth Motor Speedway, Huntington Civic Center, Sandy’s Racing and Gaming and Malibu Jack’s Indoor Family Theme Park. Experience Ky wildlife freely roaming, right next to your cabin!

Visit The Sage Door House

This remodeled home in Wheelersburg is the perfect peaceful retreat, nestled on a quiet dead-end street. The serene backyard offers an ideal space for relaxation, where you can unwind and enjoy nature. The outdoor space provides a lovely spot for relaxing, while the fire pit on the patio offers a cozy setting for delightful outdoor experiences. Whether you're looking to relax during the day or enjoy an evening under the stars, this home offers a perfect blend of comfort and tranquility.

Cozy house located in the woods

It may feel like the country, but it's only 5 miles from Ashland KY and 20 minutes from Shawnee State University. Plenty of parking if you plan on visiting Rush Off Road which is just 20 miles away! If you want to try and hit it big at Sandy's casino you are only 13 miles away! Wake up to deer in the yard and enjoy a cup of coffee or a relaxing dinner on your beautiful deck with screened in sunroom. Our home is across the street so if you need anything during your stay let us know!

Clean and Cozy Cottage

Relax in the heart of Flatwoods with this two bedroom one bath home located on residential dead end street. Two bedrooms with two full beds, one bed being adjustable with massage feature. The kitchen includes a refrigerator, washer and dryer, Keurig, coffee maker, microwave, icemaker, and all of the pots, pans, dishes you would ever need to feed yourself or your family. There are two parking spots available, directly in front of the home and across the street. Whole house access.

Private and convenient Cottage at Walnut Hill

Enjoy a peaceful experience at this conveniently located cottage that is situated in the hilltop area of Portsmouth as part of a ten acre, wooded property. It has off street parking and sits on a safe and secluded property where you can enjoy nature and deer watching from the lovely back porch. It's located a few minutes from our local hospital (SOMC) and is convenient to everything Portsmouth has to offer. We maintain the highest cleaning standards!

Charming Tiny Space/ Modern Minimalist

This unique place has a style all its own in a perfect tiny space. Perfect getaway or extended stay. Located in downtown Portsmouth within walking distance to Marting’s Event, Vern Riffe Performing Arts Center, Ohio River, Historic Boneyfiddle District with many antique shops and restaurants. Great place to jump on your bike and travel around. Wonderful things to do and see.

White Oak 2-bedroom cabin along the Little Sandy

Relax with the whole family or a few friends in our off the beaten path cabin nestled along the Little Sandy River. Bring a kayak or some fishing gear and enjoy the quiet seclusion of The White Oak Cabin. You are surrounded by the wilderness but still close enough to take the family out for a movie.

Historic log cabin

Authentic historic log cabin sitting on 6+ acres with a private pond. The cabin and its surrounding environment creates the feeling of being secluded yet you have the safety of neighbors. You’ll find this little hidden treasure to be your perfect getaway for fun and relaxation!

Fresh Remodel Modern-Home Walking Dist. 2 Hospital

Freshly Remodeled Home. Modern decor and features. Enjoy this cozy home, walking distance to the hospital and a short drive to restaurants & the heart of historic downtown Portsmouth. Note: Guests will have Street Parking in front of the home.